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Chemical Structure| 299-27-4 Chemical Structure| 299-27-4
Chemical Structure| 299-27-4

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Synonyms: Potassium D-gluconate; Potassium Gluconate; Kaon elixir

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Product Details of D-Gluconic acid potassium

CAS No. :299-27-4
Formula : C6H11KO7
M.W : 234.25
SMILES Code : O=C([O-])[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.[K+]
Synonyms :
Potassium D-gluconate; Potassium Gluconate; Kaon elixir
MDL No. :MFCD00064211
InChI Key :HLCFGWHYROZGBI-JJKGCWMISA-M
Pubchem ID :16760467

Safety of D-Gluconic acid potassium

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P301+P312-P302+P352-P304+P340-P305+P351+P338

Application In Synthesis of D-Gluconic acid potassium

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 299-27-4 ]

[ 299-27-4 ] Synthesis Path-Downstream   1~8

  • 2
  • [ 299-27-4 ]
  • potassium 2-dehydro-3-deoxy-D-gluconate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With transformed E.coli BL21; In water; at 37℃;pH 8.5;Microbiological reaction;Product distribution / selectivity; Example 2. Expression of a D-gluconate dehydratase activity in Escherichia coli and preparation of 2-dehydro-3-deoxy-D-gluconate from D-gluconate. Competent cells of E. coli BL21 were transformed with the pVDM82 plasmid constructed as described in example 1 yielding strain +1289. Strain + 1289 was cultivated at 30C in Luria-Bertani (LB) medium (Difco) containing 30 mg/l kanamycin until OD(600 nm) reached a value of 0.6. Then isopropyl-beta-D-thiogalactopyranoside (IPTG) was added to a 0.5 mM final concentration. After a further cultivation period of 2 hours and 30 minutes, cells were collected by centrifugation and washed once with 20 mM sodium phosphate buffer pH 7.2. A cell extract was prepared by suspending about 5 g of cells in 10 ml of Tris-HCl 50 mM pH 8.5 buffer containing 10000 units lysozyme (Ready-Lyse, Epicentre, Madison, Wisconsin) and 1 mM EDTA, and incubating the suspension at 30C for 15 minutes. Then 10000 kUnits deoxyribonuclease I (DNase I, Sigma) as well as 5 mM MgCl2 were added to the preparation which was incubated at 30C for an additional period of 15 minutes. The cell extract thus obtained was kept frozen at -20C before use. 1.5 ml of the cell extract was mixed with 2M sodium or <strong>[299-27-4]potassium D-gluconate</strong> in a total volume of 10 ml. This preparation was incubated at 37C after the pH has been adjusted to 8.5. The progression of 2-dehydro-3-deoxy-D-gluconate (KDG) synthesis was followed by analysing aliquots taken after increasing periods of incubation. Several dilution parts of these aliquots were deposited on silica plates and chromatographied in the following solvent system: isopropanol / water (90/10). A yellow spot of KDG (Rf ?0.40) was detected after revelation with p-anisaldehyde. KDG was also quantitated using a spectrophotometric assay based on the reaction with semicarbazide hydrochloride as described by Mac Gee (J. Biol. Chem. 1954. 210, 617-626). Typically, after a 30h period of incubation and using the spectrophotometric assay, KDG concentration ranged from 1.5 to 2 M.
  • 3
  • [ 299-27-4 ]
  • nickel(II) nitrate [ No CAS ]
  • nickel(II) saccharate trihydrate [ No CAS ]
  • 4
  • [ 555-31-7 ]
  • [ 299-27-4 ]
  • [ 152776-71-1 ]
  • 5
  • oxovanadium(IV) sulfate [ No CAS ]
  • [ 299-27-4 ]
  • [VO(H2O)2(D-gluconate-2H)] [ No CAS ]
  • [(VO(H2O)(D-gluconate-2H))2(μ-OH)] [ No CAS ]
  • 6
  • [ 299-27-4 ]
  • [ 52153-09-0 ]
  • [ 74464-44-1 ]
YieldReaction ConditionsOperation in experiment
Example 4 Synthesis of L-Glucononlactone Procedure A stirred solution of crude <strong>[299-27-4]potassium gluconate</strong> (0.24 moles) in water was acidified to pH 2.5 with concentrated HCl and then warmed to around 50 C. about 80% of the water was removed under vacuum distillation. To the warm solution isopropanol (800 mL) was added and the solution was heated to reflux azeotroping drying of the solution final volume about 200 mL. This lead to the formation of 1,4-lactone (major) and 1,5-lactone (minor). The solution was cooled to room temperature and neutralised by the addition of triethylamine to give pH 7. Inorganic salts were removed by filtration and the filtrate was collected and was used for the next step without further purification.
  • 7
  • [ 143539-05-3 ]
  • [ 299-27-4 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; potassium carbonate; In water; 4-methyl-2-pentanone; for 48.0h;pH 2 - 7; Example 3 Synthesis of L-Gluconic Acid The solution containing of 6-bromo-6-deoxy-2,3-anhydro-D-mannono-1,4-lactone in MIBK was charged into a 6 L jacketed vessel fitted with mechanical overhead stirrer. Water (1 mL to every 4 mL of MIBK solution) was added to the stirred solution followed by 3N sodium hydroxide solution until pH>13 was achieved. After 30 minutes the stirrer was stopped and the aqueous layer collected. The MIBK layer was washed with water (1 mL to every 4 mL of MIBK solution). The aqueous layers were combined and then heated to 45-50 C. for 4-5 hours by which time the reaction was complete. The pH is adjusted to 5-7 by the addition of aqueous HCl. Formation and characterisation of the calcium salt is as follows: A solution from the rearrangement reaction (which contained 2.9 g of epoxide) was acidified to pH 2 by addition of hydrochloric acid. To the acidified solution was added potassium carbonate until pH 7 was achieved. After 2 days, crystalline calcium-L-gluconate was isolated by filtration, washing the cold filter cake with cold aqueous methanol (7:3, 5 mL). The product was dried under vacuum to give an off white solid 1.42 g, 54% for the 2 steps. [alpha]D22 -5.5 (c=3, water) 1H nmr delta (D2O): 4.16 (1H, dd, J 1.2 Hz and J 3.4 Hz), 4.05 (1H), 3.79 (1H, dd), 3.76 (1H, m), 3.73 (1H, dd), 3.64 (dd, J 4.88 Hz and 11.6 Hz).
 

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